TOP 30 Best Family vacation houses in Kissimmee, Florida

WellHome Parkside Vacation Home at Windsor Hills Resort is a luxurious lodging option located in Kissimmee, Florida. Situated at 7715 Comrow Street, this vacation home offers a tranquil and relaxing environment for guests looking to unwind and rejuvenate. As a real estate agency, WellHome Parkside Vacation Home provides guests with top-notch accommodation options, ensuring a comfortable and unforgettable stay. The resort also features a spa where guests can indulge in a variety of rejuvenating treatments and massages.

Vacation Alchemy is a premier real estate and travel agency located in Kissimmee, Florida. Our team of experienced professionals specializes in crafting unforgettable vacation experiences for our clients. Whether you're looking to buy or rent a vacation home in the Sunshine State, or you need assistance planning the perfect getaway, Vacation Alchemy has you covered. With a prime location near all of the attractions that Florida has to offer, including Disney World and Universal Studios, we are your one-stop shop for all of your vacation needs. Contact us today to start planning your dream vacation!

Memories Vacation Home Management is a premier real estate and travel agency located at 5245 West Irlo Bronson Memorial Highway in Kissimmee, Florida. Our mission is to provide top-notch vacation home management services for property owners and unforgettable vacation experiences for travelers visiting the area. With a team of dedicated professionals, we offer a wide range of services including property maintenance, marketing, and booking assistance. Whether you are looking to rent out your vacation home or searching for the perfect rental property for your next trip, Memories Vacation Home Management is here to make your experience seamless and stress-free. Contact us today to learn more about our services and start creating lasting memories in Kissimmee, Florida.

Mad Men Magic Kingdom House is a unique lodging institution located at 2751 Emerald Island Boulevard in Kissimmee, Florida, United States. Our properties have a mid-century modern feel with signature features like swing chairs, record players with Bluetooth capability, outdoor string lights, and custom painted geometric wall designs. One of our properties is a 3 bedroom, 2 full bath bay front home that sleeps 8 and is only a short walk to the beach. Another property is an 8 bedroom, 4.5 bath villa with a Disney Glam theme, located just 6 miles from Walt Disney World. We also offer a 6 bedroom, 4 full bath lakefront home near Wisp Ski Resort with a modern rustic vibe and a retro game room.

Mr. Host Vacation Homes is a premier real estate and travel agency located at 1101 Miranda Lane in the beautiful city of Kissimmee, Florida, United States. We specialize in providing luxurious vacation homes for travelers looking for a comfortable and convenient stay in the Sunshine State. Our properties are carefully selected to offer the perfect blend of comfort, style, and convenience, ensuring that our guests have a memorable and relaxing vacation experience. Whether you are looking for a cozy retreat for a romantic getaway or a spacious home for a family vacation, Mr. Host Vacation Homes has the perfect property for you. Book with us today and let us help you create unforgettable memories in sunny Florida.

Central Florida Vacation Rentals is a premier institution located in Kissimmee, Florida, offering a range of vacation rental options for families and groups of all sizes. With various properties available, ranging from 2 to 4 bedrooms and accommodating up to 10 guests, we provide comfortable and spacious accommodations for your stay. Our resort community features a variety of amenities, including a large heated swimming pool, hot tub, water slides, and outdoor games for everyone to enjoy. The clubhouse offers a fitness center, convenience store, and poolside snack and drink bar for your convenience. Free wifi is available throughout the pool area, making it easy to stay connected during your stay.

Located at 8900 Legacy Court in Kissimmee, Florida, Go Disney Vacation is a top accommodation choice for those visiting Disney World. Offering spacious vacation home condo rentals with amenities such as a living room, dining room, fully equipped kitchen, separate bedrooms, balcony, and free WiFi, our properties provide a comfortable and affordable alternative to staying at Disney's resort hotels. With resort-style amenities, security, and a convenient location near all the major theme parks and attractions, our vacation homes offer a peaceful retreat for families looking to relax and unwind after a day at the parks. Skip the expensive dining options at Disney and enjoy preparing meals in your own kitchen. Book with us and experience the top 10 benefits of staying at a vacation home instead of a Disney resort hotel. With our high guest satisfaction ratings on TripAdvisor, Go Disney Vacation is your number one choice for a magical Disney vacation in Kissimmee, Florida.

Blue Sky Villas is a luxurious vacation home rental agency located at 7862 West Irlo Bronson Memorial Highway in Kissimmee, Florida. Our stunning properties offer guests the ultimate in comfort and style, with spacious accommodations and top-of-the-line amenities. Whether you're looking for a relaxing getaway or a fun-filled family vacation, Blue Sky Villas has the perfect home for you. Our dedicated team of professionals is here to ensure that your stay is nothing short of perfect. Book your dream vacation with us today and experience the luxury and convenience of Blue Sky Villas.

Bella Vida Vacation Homes is a luxurious lodging option located in Kissimmee, Florida. As a real estate and travel agency, they offer a wide range of vacation homes for rent, providing guests with the ultimate comfort and convenience during their stay. Situated at 1172 Marcello Boulevard, Bella Vida Vacation Homes is the perfect choice for travelers looking for a home away from home experience in the Sunshine State. With top-notch amenities and a prime location near popular attractions, Bella Vida Vacation Homes ensures a memorable and enjoyable stay for all guests.

tar Pool Home, there is a pool table, air hockey and foosball. The Modern Pool Home has a game room with a pool table and air hockey. Kingdom Keys has a game room with a pool table, air hockey and gaming chairs. In addition, all homes have board games and playing cards for family fun. Key 2 Orlando Vacation Rentals LLC is your go-to choice for a stress-free and enjoyable vacation rental experience in Kissimmee, Florida. With a prime location near Disney and Universal Theme Parks, spacious and well-equipped homes, and exceptional customer service, we are dedicated to exceeding your expectations and creating memorable vacation experiences for you and your loved ones. Book with us today and let us take care of the details so you can focus on making memories that will last a lifetime.

Rentals in Emerald Island Resort is a reputable real estate and travel agency located at 8515 Crystal Cove Loop in Kissimmee, Florida, United States. Specializing in vacation rentals within the luxurious Emerald Island Resort, this agency offers a wide range of beautiful properties for guests to choose from. With top-notch customer service and a dedication to providing unforgettable experiences, Rentals in Emerald Island Resort is the perfect choice for those looking to explore the magic of central Florida. Whether you're seeking a cozy villa for a romantic getaway or a spacious home for a family vacation, this agency has something for everyone. Book your stay with Rentals in Emerald Island Resort and make your dream vacation a reality.

Nestled in the heart of Kissimmee, Florida, Orlando Vacation Rentals Homes at Storey Lake Resort offers luxurious lodging options for visitors to the area. Whether you're looking for a cozy condo or a spacious villa, this real estate and travel agency has a wide selection of vacation rentals to choose from. With its convenient location near popular attractions like Walt Disney World and Universal Studios, Storey Lake Resort is the perfect home base for your Orlando vacation. Experience the comfort and convenience of a home away from home at this beautiful resort community located at 3131 Paradox Circle.

Vacation Village, Building 17 is a charming lodging facility located at 17 Arabian Nights Boulevard in Kissimmee, Florida, United States. This cozy retreat offers comfortable accommodations for guests looking to relax and unwind during their vacation. With a convenient location near popular attractions and amenities, Vacation Village, Building 17 is the perfect choice for travelers seeking a peaceful and enjoyable stay in the Sunshine State. Enjoy a memorable getaway at this welcoming institution.

The Diamond on the Island at Emerald Island Resort is a luxurious vacation rental house located in Kissimmee, Florida. Situated in the prestigious Emerald Island Resort, this stunning property offers the perfect combination of comfort, style, and convenience for your Disney vacation. With spacious accommodations, modern amenities, and a prime location just minutes away from Walt Disney World, this rental house is the ideal choice for families and groups looking to experience the magic of Orlando. Book your stay at The Diamond on the Island and make unforgettable memories on your next Florida getaway. Contact our real estate and travel agency located at 8578 Sunrise Key Drive to learn more about our exclusive vacation rental options.

Apex Vacation Homes is a one-stop destination for all your vacation needs in Kissimmee, Florida. Located at 7816 West Irlo Bronson Memorial Highway, our institution offers a range of services including car rentals, finance, real estate agency, and travel agency. Whether you're looking to rent a car for your trip, secure financing for your dream vacation home, buy or sell real estate in the area, or plan your next getaway, our expert team is here to assist you every step of the way. Experience top-notch service and personalized attention at Apex Vacation Homes.

Caribe Cove Resort in Kissimmee by Vacasa offers luxurious vacation rentals for every getaway. Located at 9000 Treasure Trove Lane in Kissimmee, Florida, this resort is the perfect destination for a relaxing and enjoyable stay. With 53 vacation rentals equipped with internet access, guests can stay connected throughout their trip. The professional housekeeping team at Caribe Cove ensures that each rental is thoroughly cleaned and stocked with amenities, allowing guests to simply settle in and relax. Whether you're looking for a lodging option, real estate agency, or travel agency, Caribe Cove Resort has everything you need for your next getaway. Book your stay at Caribe Cove Condominiums in Kissimmee, FL for a memorable vacation experience.

Encantada Resort Vacation Townhomes by IDILIQ is a luxurious lodging option located at 3070 Secret Lake Drive in Kissimmee, Florida. This resort offers spacious and comfortable self-catering townhomes just outside Walt Disney World, making it the perfect choice for vacationers looking for larger spaces and great amenities. Each townhome at Encantada Resort is individually owned and features a fully equipped kitchen, private patio with a hot tub, and all the facilities needed for a perfect vacation in Orlando. The resort is ideal for families and larger groups, with two, three, and four-bedroom options available.

Escape to Regal Oaks Resort Vacation Townhomes by IDILIQ, located at 5780 Golden Hawk Way in Kissimmee, Florida, United States. This institution offers lodging, real estate, and travel agency services. Nestled in the heart of Orlando, our resort is the perfect retreat for families, couples, and groups of friends looking for a magical getaway. Enjoy spacious accommodations, world-class amenities, and a range of activities for the whole family. Unwind in a fully equipped kitchen, relax on your private screened patio, and indulge in the resort's pool oasis. With multiple bedrooms, these vacation homes cater to diverse needs, ensuring a truly extraordinary escape. Staycation savings are available exclusively for Florida and Georgia residents. The resort offers a Cabana Pool Bar for tropical beverages, a family-friendly sports bar and grill, and easy access to popular theme parks and attractions. Dive into the expansive pool, challenge your skills on the tennis and pickleball courts, and enjoy the arcade and market on-site. Regal Oaks Resort is part of the IDILIQ Group of companies, offering luxurious accommodations in sought-after holiday destinations. Experience the perfect blend of comfort and family-friendly fun at Regal Oaks Resort Vacation Townhomes by IDILIQ.

Innovare Vacation Homes is a premier real estate and travel agency located in Kissimmee, Florida, United States. We specialize in providing luxurious vacation homes for rent in the Orlando area, catering to tourists and travelers looking for a comfortable and convenient accommodation during their stay. Our properties are meticulously maintained and fully equipped with modern amenities to ensure a relaxing and enjoyable experience for our guests. Whether you are visiting for a family vacation or a romantic getaway, Innovare Vacation Homes offers a wide range of options to suit your needs. Book with us and make your stay in Florida truly unforgettable.

Majesty Family Villas is a premier real estate and travel agency located at 8920 Majesty Palm Road in Kissimmee, Florida. Our agency specializes in providing luxurious and spacious villas for families looking to make unforgettable memories during their vacation. Each villa is meticulously designed and equipped with modern amenities to ensure a comfortable stay for our guests. Whether you are looking for a relaxing getaway or an action-packed adventure, Majesty Family Villas has the perfect accommodation for you. Book your stay with us today and experience the ultimate vacation experience in the heart of Florida.

Reunion Vacation Homes is a lodging, real estate, and travel agency located at 7531 Osceola Polk Line Road in Davenport, Florida, United States. Specializing in bringing friends and family together in Orlando Vacation Home Rentals and Anna Maria Island Rentals, Reunion Vacation Homes offers a wide range of vacation rentals in select Orlando area resorts close to Disney® such as Reunion Resort, The Retreat at Champions Gate, Windsor at Westside, and more. With options ranging from 2-3 bedroom condos to 10-14 bedroom luxury villas, there is something for everyone. Whether you're looking for top villa rentals near Disney World® in Kissimmee & Davenport, or luxury mansions in Reunion Resort, Reunion Vacation Homes has you covered. With over 300 luxury villas and condos to choose from, guests can enjoy amenities such as private pools, golf course views, and proximity to major attractions.

Vacation Station Cottage @ Margaritaville Resort Orlando is a charming lodging option located at 7981 Surf Street in Kissimmee, Florida. This cozy cottage is part of the renowned Margaritaville Resort, offering guests a relaxing and tropical getaway experience. The institution serves as both a lodging and real estate agency, providing visitors with the opportunity to stay in a beautifully appointed cottage while also exploring the possibility of owning a vacation home in this desirable location. With its convenient location near all the attractions of Orlando, Vacation Station Cottage @ Margaritaville Resort Orlando is the perfect choice for travelers looking for a memorable and enjoyable vacation.

Escape to the magical world of Disney at our Water Park Heated Pool located at the Storey Lake Hideaway Club House in Kissimmee, Florida. Book directly with us for the best rates and enjoy a comfortable stay in our luxurious accommodations. Whether you're looking for a relaxing getaway or an action-packed adventure, our resort has something for everyone. Don't miss out on the opportunity to experience the magic of Disney right at your doorstep. Visit us at 4815 Love Storey Lane and make memories that will last a lifetime.

The Disney Lillian House at Terra Verde Resort is a charming and cozy lodging option located at 117 Madiera Beach Boulevard in Kissimmee, Florida. This beautifully decorated house offers a unique Disney-themed experience for guests looking to immerse themselves in the magic of Disney. As a real estate agency, the Disney Lillian House also offers opportunities for guests to invest in their own piece of Disney magic by purchasing a vacation home in the Terra Verde Resort community. With a prime location near all of Orlando's major attractions, this resort is the perfect place to own a vacation property.

JC Disney Home is a charming and comfortable house located just minutes away from the magical world of Disney in Kissimmee, Florida. Situated at 1057 Park Ridge Circle, this cozy lodging option offers a relaxing and convenient stay for guests looking to explore the enchanting attractions of Disney World. With its welcoming atmosphere and convenient location, JC Disney Home is the perfect choice for a memorable vacation experience.

Endless Summer Florida House is a versatile institution located at 8502 Blue Horizon Court, Kissimmee, Florida, United States. It serves as a lodging, real estate, and travel agency, offering discounted rates for May & June 2024. Whether you are traveling for business or pleasure, Endless Summer provides maximum convenience at competitive rates. The accommodations are flexible, suitable for small or large families and groups. The Kissimmee Florida Vacation Home is a spacious and well-appointed lakefront villa in the gated community of Sunset Lakes. The interior features an open foyer, living room, dining room, family room, full kitchen with new appliances, dinette, laundry room, and attached two-car garage. The five guest bedrooms and three full bathrooms on the second floor include two master bedrooms with en-suite bathrooms.

Located at 7588 Excitement Drive in Kissimmee, Florida, My Orlando Vacation Escape is a top-rated real estate and travel agency specializing in luxury themed vacation rentals. Our properties include themed bowling villas and stunning view mansions throughout Florida, providing guests with an immersive and unforgettable experience. At My Orlando Vacation Escape, we take pride in hosting guests from around the globe who come to celebrate life's special moments. Our commitment to exceptional customer service is reflected in our numerous 5-star reviews, as we strive to ensure each guest has a memorable and enjoyable stay.

Experience the ultimate Star Wars adventure at the #1 Rated Vacation Rental in Kissimmee, Florida. This 5-star Villa is perfect for fans of the iconic franchise, with themed rooms and decor that will transport you to a galaxy far, far away. Located at 2608 Bowring Street, our real estate and travel agency offers a unique and unforgettable experience for guests of all ages. Book your stay now and immerse yourself in the magic of Star Wars!

White Swan Vacation Villas and Homes Florida is a premier real estate and travel agency located in Kissimmee, Florida. Our luxurious vacation villas and homes offer the perfect getaway for families, couples, and groups looking to experience the magic of Florida. Situated at 8846 Grand Palms Circle, our properties are conveniently located near top attractions such as Walt Disney World, Universal Studios, and SeaWorld. With top-notch amenities and exceptional customer service, White Swan Vacation Villas and Homes Florida is your go-to choice for an unforgettable Florida vacation experience.

AAA Magic Vacations is a premier real estate and travel agency located at 4500 Narrative Lane in Kissimmee, Florida. Specializing in magical vacation experiences, we offer a wide range of services including vacation rentals, property management, and travel planning. Our dedicated team of experts is committed to providing exceptional customer service and creating unforgettable memories for our clients. Whether you're looking for the perfect vacation home or planning a dream getaway, AAA Magic Vacations is here to make your travel dreams a reality.